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The symptoms you have described about your boyfriend having a trouble peeing/cannot pee even when he is trying to urinate is suggestive of a prostate gland disease like prostatitis that is inflammation/enlargement of prostate gland.
Another possibility can be of renal calculi.Exactly what causes a stone to form is not known.Whenever there is a disharmony or breakdown between the two functions of the kidney(to conserve water and to eliminate the body's waste substances) it leads to the formation of stones.
Both the conditions-Inflammed/enlarged prostate gland or kidney stone can block the urinary passage making it difficulty to pass the urine.
Kidney stones seems to be a more probable cause.
He need following tests:
-Complete urine examination
-X-rays &/or Ultrasound of KUB area
-Other blood tests
Considering his symptoms,this should be evaluated & examined at ER.So my best advise for you is to take him to the ER to have these tests done so as to know the exact underlying cause & then treatment will be done accordingly.
Hope this helped.
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